تفاعل #83089

معادلة التفاعل

product

1-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-5-hexene-2,3-diol

sodium bicarbonate

iodine

→

desired product

المردود 76.3%

2,5-Anhydro-4,6-dideoxy-1-O-[(1,1-dimethylethyl)diphenylsilyl]-6-iodo-D-arabino-hexitol

المردود 76.3%

المذيبات

diethyl ether water

ظروف التفاعل

المعالجة

1. 1
   أخرىquenched with 15 ml of saturated sodium sulfite
2. 2
   workup.ADDITIONdiluted with 100 ml of water
3. 3
   استخلاصthe reaction minute is extracted with diethyl ether
4. 4
   أخرىdried
5. 5
   تركيزconcentrated in vacuo
6. 6
   أخرىpurified by chromatography (silica gel: 0-10% ethyl acetate/hexane)

الإجراء التجريبي

A 0° C. solution of 14.67 g of product from Example 274 in 200 ml of 3:1 diethyl ether/water is treated with 4.99 g of sodium bicarbonate and 15.07 g of iodine. The reaction minute is stirred vigorously for 24 hours at room temperature, quenched with 15 ml of saturated sodium sulfite, and diluted with 100 ml of water. the reaction minute is extracted with diethyl ether, dried, concentrated in vacuo, and purified by chromatography (silica gel: 0-10% ethyl acetate/hexane) to give 15.0 g of the desired product.

المصدر